Compounds
| ID | Spectrum Quality | Annotated Name |
|---|
COMPOUND NPA002591
PROPERTIES
| NPAID | NPA002591 |
|---|---|
| CLUSTER ID | 1533 |
| NODE ID | 1260 |
| NAME | Benesudon |
| FORMULA | C16H24O5 |
| MOLECULAR WEIGHT (Da) | 296.3630 |
| ACCURATE MASS (Da) | 296.1624 |
| ORIGIN ORGANISM TYPE | Fungus |
| ORIGIN GENUS | Mollisia |
| ORIGIN SPECIES | benesuada (Tul.) phill |
| InChIKey | IOBWHXDKGUYSRG-PJODQICGSA-N |
| InChI | InChI=1S/C16H24O5/c1-4-5-6-7-8-9-11-16(3,19)14(18)12-13(17)10(2)20-15(12)21-11/h11,14,18-19H,2,4-9H2,1,3H3/t11-,14-,16-/m0/s1 |
| SMILES | C=C1OC2=C(C1=O)[C@H](O)[C@@](C)(O)[C@H](CCCCCCC)O2 |
ORIGINAL ISOLATION REFERENCE
| CITATION | Thines, Eckhard; Arendholz, Wolf-Ruediger; Anke, Heidrun; Sterner, Olov Benesudon, a new antibiotic fungal metabolite from cultures of Mollisia benesuada (Tul.) phill Journal of Antibiotics 1997 50 (1) 13-17. | ||
|---|---|---|---|
| DOI | 10.7164/antibiotics.50.13 | PMID | 9066760 |
SYNTHESES
| CITATION 1 | Clive DL; Minaruzzaman Oxidative decarboxylation as a route to ketene acetals: assignment of relative and absolute stereochemistry to the fungal metabolite benesudon by total synthesis. Organic Letters 2007 9 (25) 5315-5317. DOI: 10.1021/ol702509a PMID: 17988143 | ||
|---|---|---|---|
| CITATION 2 | Clive DL; Minaruzzaman; Yang H The naturally occurring ketene acetal benesudon: total synthesis and assignment of relative and absolute stereochemistry. Journal of Organic Chemistry 2008 73 (17) 6743-6752. DOI: 10.1021/jo801028y PMID: 18672939 | ||
REVISIONS
| VERSION | SMILES | CITATION | ||
|---|---|---|---|---|
| Original Isolation | CCCCCCC[C@@H]1[C@]([C@@H](C2=C(O1)OC(=C)C2=O)O)(C)O | Thines, Eckhard; Arendholz, Wolf-Ruediger; Anke, Heidrun; Sterner, Olov Benesudon, a new antibiotic fungal metabolite from cultures of Mollisia benesuada (Tul.) phill Journal of Antibiotics 1997 50 (1) 13-17. DOI: 10.7164/antibiotics.50.13 PMID: 9066760 | ||
| 2 | C=C1OC2=C(C1=O)[C@H](O)[C@@](C)(O)[C@H](CCCCCCC)O2 | Clive DL; Minaruzzaman; Yang H The naturally occurring ketene acetal benesudon: total synthesis and assignment of relative and absolute stereochemistry. Journal of Organic Chemistry 2008 73 (17) 6743-6752. DOI: 10.1021/jo801028y PMID: 18672939 | ||
